化学学报 ›› 1965, Vol. 31 ›› Issue (2): 133-140. 上一篇    下一篇

论文

甾体化合物 XLⅢ.16 α,17α-环氧-16β-甲基-20-羰基甾体化合物的铝氢化锂还原

蔡祖惲, 黄鸣龙   

  1. 中国科学院有机化学研究所
  • 收稿日期:1964-05-03 出版日期:1965-02-15 发布日期:2013-06-03

STEROIDVERBINDUNGEN ⅩLⅢ. LITHIUM ALUMINIUM HYDRIDE REDUCTION OF 16α, 17α-OXIDO- 16β-METHYL-20-OXO-STEROID

TSAI TSU-YUNG, HUANG-MINLON   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1964-05-03 Online:1965-02-15 Published:2013-06-03

16α,17α-环氧-16β-甲基-△5-3β-羥基孕甾烯-20酮(Ⅱ)经铝氢化鋰还原,得化合物3β,20β,17α-三羟基-16α-甲基-△5-孕甾烯(Ⅶa)、3β,20α,17α-三羟基-16α-甲基-△5-孕甾烯(Ⅷa)和3β,20β,17α-三羟基-16-次甲基-△5-孕甾烯(Ⅸa).其结构均经降解反应证明,又C20-羟基的构型根据降解反应速度、分子模型及比较分子旋光差而推定.

16α,17α-Oxido-16β-methyl-△5-3β-ol-20 one(Ⅱ)was reduced to a mixture of compounds Ⅶa,Ⅷa and Ⅸ by lithium aluminium hydride.Structures of these compounds were proved by degradation reactions.The C20-configurations were established by comparisons of relative reaction rates,molecular model consideration,and molecular rotation differences of the related compounds.